Shaftsbury Vermont Real Estate

A classic Victorian home in the village of Shaftsbury is waiting for your imagination and perseverance to bring this once charming residence back to its original luster. Each room has its own character from dining room built-ins, shelving throughout the entire house to display your precious treasures, living room fireplace for those cozy winter nights, exposed brick and extra large eat-in kitchen. There are four bedrooms on the second floor, one is an office. The back entrance brings you into a very spacious mudroom, always a plus for Vermont's ever changing seasons. A stairway that leads to the cellar from the back entrance was once an apartment with a kitchenette and full bathroom.There are two sources of heat, an oil furnace and a wood furnace. The grounds need some reshaping and in-ground pool could be a plus for the hot summer days and entertaining. Sidewalks for safe walking, close to the post office, Shaftsbury Elementary School and the Shaftsbury Country Store. Easy drive to shopping and restaurants in either Bennington, or Manchester. Three hours to NYC and Boston, one hour to Albany International airport for travel. Come and take a look, I'd love to show you! House is being sold "AS IS"

3 bedroom 2 bath, double wide on 1.49 acres in Shaftsbury. Offering good location, large yard, and convenient travel to town. Living room with new pellet stove, kitchen with modern appliances including newer stove and dining area. Outside a 2 car detached garage, storage sheds and front and rear porches. New carpet.

Discover comfortable single-level living in this well-maintained ranch-style home, perfectly situated on a 0.16-acre lot. Has 952 square feet, this residence offers three bedrooms and one full bathroom—ideal for families, first-time buyers, or those looking to downsize without compromising on style or functionality. Step inside to be greeted by hardwood floors that flow seamlessly throughout the main living areas, creating a warm and inviting atmosphere. Outside, the yard offers ample space for gardening, or a backyard barbecue. The property’s manageable lot size makes for easy maintenance, while still delivering plenty of outdoor enjoyment. Conveniently located near local playgrounds, local elementary school. Call today for a showing.

Discover the potential in this spacious 3-bedroom home, nestled in a beautiful setting with room to make it your own. Offering a flexible floor plan, the home includes two primary bedrooms that share a full bathroom, plus an additional guest bedroom and bath, making it ideal for multi-generational living or visiting guests. Inside, you’ll find a sunken living room that adds character and charm, along with a large family room/dining room combination featuring a cozy wood burning fireplace and double sliders leading to a garage-top patio—perfect for gatherings and indoor-outdoor entertaining. The property also includes a large, level backyard ready for play, gardening, or relaxation, plus three garage bays providing ample storage, workshop space, or parking for multiple vehicles. While the home requires cosmetic updates, the solid structure and highly desirable location make it a rare opportunity to create your dream home. With a little vision and care, this property can be transformed into something really special.

This 4 bedroom cape is located on a dead end street in a desirable neighborhood within the village of Shaftsbury. The updated kitchen has a small island and is open to the dining area. The living room has hardwood floors, gas fire place and built-ins along one wall. There is a washer and dryer located on the first floor in the entry hall and a full bath also on this level. There are two bedrooms on the first floor, one of which could be used as an office or den space. One bedroom on the second floor has built in dresser and both bedrooms have access to under eave storage. There is also a 3/4 bath on the second floor. The yard is fenced in and not only level lot but has raised beds for gardening. The 1-car garage is attached with a breezeway to the house as well as a separate area for a workshop. The basement is partially finished with two bonus rooms.

Nearly Lakefront Living in the Heart of North Bennington! Come for the space—stay for the location! This spacious home offers over 2,500 sq. ft. of living space, including 5 bedrooms, 3 full bathrooms, a large home office in the finished basement, and a versatile 250 sq. ft. bonus room attached to one of the upstairs bedrooms. The original garage has been thoughtfully transformed into a 600 sq. ft. primary suite, featuring energy-efficient mini-split heating and cooling, with a large main bedroom and an adjoining space ideal for a walk-in closet or private retreat. A new steel two-car garage was added, ensuring your vehicles stay protected year-round. The property’s outdoor space is just as impressive—with beautifully maintained perennial gardens (featuring lilacs, peonies, lilies, and phlox), fruit trees (peach and plum), and graceful white birches. A small backyard storage shed with electricity adds extra convenience. Located just steps from picturesque Lake Paran and nestled in the charming Village of North Bennington, this home offers the perfect balance of peaceful village life and easy access to nearby commercial areas. Plus, inclusion in the North Bennington Graded School District allows PreK–6th grade students to attend an approved independent or private school tuition-free. Don’t miss the opportunity to enjoy this rare combination of space, location, and community!

Two homes on 4.67 acres in Shaftsbury, VT! This village home offers a rare opportunity indeed by including a separate 2 bedroom ranch home as well. The main home is a charming New England farmhouse with 3 bedrooms and 2 bathrooms, living room, formal dining room, kitchen, main level laundry and so much more. The accessory dwelling unit offers 2 bedrooms, 1 bathroom, eat-in kitchen and living room. The large yard has great garden space, fruit trees and privacy. The 3 car barn has a lot of storage space and the shed has shop space as well. A truly rare find.

Private and gorgeous home situated on 3.54 acres in Shaftsbury. Offering 2 bedrooms with a full primary suite (large primary bathroom and walk in closet), 3 total bathrooms and modern design. Enjoy the large airy and open living room with fireplace, modern kitchen with plenty of cupboards and marble counter top and dining area with slider to the private backyard and multi-level deck. Many amenities included with this home. 2 car built in garage, workshop room, finished basement family room and laundry room. Includes hot tub, shed, ad in ground pool with stamped concrete patio. A must see home.

New Price! Fabulous Four Bedroom Farmhouse. Updated kitchen with new stainless steel appliances. Take in the mountain view through your newer windows over the new stainless steel sink and subway tile backsplash. Natural light graces this spacious home. The first-floor primary bedroom has a private walk-out deck overlooking the large level backyard. The generous living room opens up to a dining area just off the eat-in kitchen. The first floor laundry room, full bathroom, and a second bedroom round out the first floor. The second level features two additional bedrooms, a second bath and an office/ bonus space. Easy first-floor living and comfortable family flow. The full poured concrete basement with a new Buderus Boiler, 200 amp electrical service, and a spacious workshop. Enjoy newer windows, fresh paint, a metal roof, two generous decks and large storage shed all on a lovely corner lot. This home is located in Shaftsbury, bordering the Village of North Bennington so school choice may be an option. Don't miss out on this spacious home with mountain views, close to beautiful walking trails and all amenities. Such as restaurants, deli, library, Lake Paran's swimming and fishing, the Park -McCullough Historic Governor's Mansion with Farmer's Markets and so much more. Some photos have been digitally staged.Come discover the charming Village of North Bennington! Call today.

Discover a true Vermont lifestyle at this meticulously maintained charming farmhouse nestled on picturesque Shaftsbury Hollow Road. This property combines historic character with thoughtful modern updates, offering a serene retreat with breathtaking mountain views across a just shy of 10-acre lot where the White Creek gracefully runs along one side and the entire back boundary. Step out onto the brand new 400 sq. ft. deck, perfectly positioned to capture panoramic vistas, ideal for entertaining or simply enjoying quiet moments. Inside, a versatile new addition provides flexible space that can effortlessly serve as an additional bedroom, a dedicated home office, or a bonus room to suit your needs. Every detail reflects the current owners' dedication, ensuring a move-in ready experience. The property also boasts a beautiful barn, offering ample space for storage or animals, alongside a well-established fenced raised bed garden. Embrace sustainable living with your very own owned solar system located in the yard, providing energy efficiency and reduced utility costs.

Dreaming of a peaceful Vermont lifestyle? This three bedroom, 2 bath home sits on 11.5 acres of beautiful land with rolling open mountain views, a stream, mature apple trees, and an inground pool all the ingredients for your perfect retreat. Step inside to this home that has had a complete refresh. The home offers a first floor bedroom and full bath with a step in shower, making it great flexible living. And who doesn't want to spend a cozy winter in front on the pellet stove, enjoying that warm, inviting heat? A semi finished basement offers bonus living or storage space, and the oversized, heated two car garage gives you plenty of room for vehicles, tools, recreational gear, or a workshop whatever your lifestyle needs. This home works beautifully as a year round residence, or a vacation getaway, or even an investment property. It blends open living spaces, natural beauty, and the Green Mountain lifestyle you've always dreamed of in a fantastic location with just fifteen minutes to downtown Bennington, about forty minutes to the Massachusetts border, forty five minutes from Albany, and less than four hours to NYC. Call today to schedule a visit and see the charm of 1061 Granger Hollow Road for yourself!

Discover quintessential Vermont living in this charming home, ideally situated on 6.9 serene acres in scenic Shaftsbury, a picturesque town in Southern Vermont. This meticulously maintained residence offers a blend of rustic charm and modern sophistication, providing a tranquil retreat with convenient access to area amenities and attractions. Thoughtful renovations have elevated its interior, particularly in the two full bathrooms, which now showcase exquisite glazed Italian subway tiles, natural river stones, and other elegant natural surfaces, creating spa-like environments. A recently added Danish wood stove promises cozy evenings and efficient heating, adding to the homes inviting ambiance. One of the three bedrooms has been artfully transformed into a versatile library/office. This beautiful space is perfect for quiet contemplation or remote work, and is designed to gracefully accommodate overnight guests, offering both comfort and privacy. Enjoy the expansive Vermont outdoors from the generous deck spanning the back of the house, with direct access from the master bedroom – an ideal spot for morning coffee or evening stargazing. The 6.8-acre property offers ample space for privacy and connection with nature, embodying the best of rural living.

Expansive Home with Guest House on Nearly 10 Serene Acres. Tucked away on almost 10 peaceful acres, this beautifully crafted property offers a spacious main home and a well-appointed guest house-ideal for multigenerational living, rental income, or hosting guests. The main residence impresses with its soaring cathedral ceilings in the living room, a dramatic floor-to-ceiling stone fireplace, and warm wood flooring throughout. The heart of the home is the stunning kitchen, featuring a 13-foot soapstone island, a full wall of custom cherry cabinets, and slate flooring. Enjoy both formal and casual meals with two separate dining areas. The main floor also includes a primary bedroom, full bath, and convenient first-floor laundry. Upstairs, a private loft office offers a quiet retreat. The finished walkout lower level adds versatility with two additional bedrooms, tile flooring, a large living space, and a kitchenette—ideal for extended stays or guests. Step outside to an expansive front deck and soak in the tranquility. The grounds include mature fruit trees, garden space, and open areas to enjoy the outdoors. The guest house features approximately 1,200 square feet with cathedral ceilings, two bedrooms, a full kitchen, and a full bath—offering comfortable and private accommodations. Additional features include an attached two-car garage at the main house, a detached one-car garage, and a paved driveway. This is a truly special property with room to breathe, live, and grow.

Built in 2001, this stunning contemporary home sits on just under 8 peaceful acres and offers a perfect blend of space, light, and comfort. The grand two-story living room features soaring ceilings and a cozy pellet stove, creating an impressive focal point. The first floor offers a spacious primary suite for ultimate convenience, along with a dedicated home office—perfect for remote work or study. A bright and inviting sunroom offers a tranquil space to relax, read, or enjoy the surrounding views year-round. Large, eat in kitchen, laundry, dining room, half bath are additional first floor features. Upstairs, you'll find generously sized bedrooms with walk-in closets and an unfinished bonus room with plenty of potential for additional living space. A full, unfinished basement provides even more flexibility for storage, hobbies, or future finishing. Enjoy peaceful outdoor living on the beautiful back deck, all in a quiet and private setting just minutes from town. This is a rare opportunity to own a spacious, well-built home with room to grow both inside and out.

Welcome to 2 Cold Spring Road a cherished homestead steeped in history, beauty, and Vermont tradition. This 1785 Center Hall Colonial has been in the same family for generations and is now ready for its next chapter. With five spacious bedrooms, two full baths, and a classic layout that captures the warmth of country living, this property offers timeless charm with endless potential. Set on 50 breathtaking acres, the land features rolling pastures, wooded trails perfect for horseback riding, biking, or running, and your very own spring fed pond. Whether you're enjoying a summer day by the water or a snowy winter evening under a starlit sky free from light pollution, this property offers the true essence of all four Vermont seasons. A three-bay garage, three-stall horse barn, tool shed/workshop, chicken coops, and a natural root cellar provide everything you need for a self sustained, rural lifestyle. This is more than a home its a rare opportunity to own a piece of Vermont's history. Property likes this don't come along often, and it must be seen to be fully appreciated. Come experience the beauty, serenity, and potential of 2 Cold Spring Road. Welcome to the 802!

In 1922, poet laureate and Shaftsbury resident Robert Frost was inspired by the bucolic local backroads to write “Stopping by the Woods on a Snowy Evening." The Dexter Road Farmhouse, dating back 225 years, remains a testament to the enduring charm of Vermont and the simpler rhythms of country life. Nestled at the end of a serene, tree-lined town road, this charming 1800 farmhouse captures the timeless beauty of rural Vermont. With sweeping vistas, peaceful surroundings, and a perfect balance of seclusion and convenience to all the Northshire region has to offer, this property is a rare gem. Lovingly cared for by the same family for over 70 years, the home retains much of its original character and craftsmanship, including wide pine flooring, original moldings, classic woodwork, and a gracious entrance hall. Traditional wall and ceiling boards further enhance the home's authentic farmhouse allure. With 50 acres and a picturesque skating pond, there's ample room to explore, garden, or enjoy the pastoral landscape. Inside, the spacious layout features 3 bedrooms, 3 bathrooms, an inviting country kitchen, a formal dining room, a living room with a wood-burning fireplace, a library, and a bonus room. The windowed office on the lower level overlooks the pond and includes a hidden Murphy bed. We invite you to discover the timeless appeal of this exceptional property, explore the quiet beauty of Shaftsbury, and consider making this charming farmhouse your home in Vermont.

Welcome to Hidden Ponds Farm!!! Nestled amidst 40 sprawling acres, this historic early 1800's post and beam converted barn is a rare gem combining rustic charm with modern comforts. The property is highlighted by a stunning 1,000-foot hand-placed stone wall, two picturesque ponds, and two orchards offering seasonal beauty and fresh fruit. The expansive outdoor space also features a hot tub, propane fire-pit and an in-ground pool perfect for summer relaxation, along with a 90 foot deck complete with retractable awnings for shaded outdoor gatherings. For those seeking ample storage or hobby space, the property includes a separate 4-bay garage with a second-story loft for additional storage needs. A pond and a pool pump house. Another outbuilding provides the perfect setup to house a large class A motor home or a boat, making this an ideal retreat for adventurers. In 1997, a striking post and beam great room addition was added to the home, showcasing a floor-to-ceiling stone fireplace as the room's centerpiece. The loft above offers a cozy perch, ideal for a reading nook or office space. Inside, you'll find a renovated kitchen, seamlessly blending modern appliances with the home’s original character. With three spacious bedrooms and three updated bathrooms including one with a steam shower, this home offers comfort and privacy for family and guests alike. A rare blend of history, nature, and modern living, this property is truly one-of-a-kind.

Welcome to your paradise! This exquisite 30 acre estate offers extreme privacy, a custom home with architectural details throughout, a modern 1 BR guest apartment, a 2 car garage, top notch equestrian facilities, a trout and koi pond, and the list goes on and on. The winding driveway leads to a world away, as it opens to view of the exclusive estate in all of it's glory. The 3 Bedroom, 4000SF home boasts 10 foot ceilings, with antique oak pocket doors from a nearby mansion, inlaid floors, stained glass windows, arches and a custom cherry and granite kitchen oozing charm. The partially finished basement even hosts a sauna. The equestrian facilities are comprised of 4 12 X 12 stalls with ThuroBed Matress Systems, as well as a 12 X 18 foaling stall, with room for additional stalls, Paddocks and pastures with Ramm Flex Fencing. a USDF regulation 20m X 60m dressage arena with sand and fiber footing, and a large shed with a 5 acre pasture. The property displays stunning views of West Mountain, so much room for storage or even expansion, and a feel of being away from it all. Whether you are an equestrian, or you are looking for an idyllic homestead, a place to enjoy nature and peace, and/or a property that has the beauty to blow you away at every turn, you will adore this property. It is conveniently 3 hours from NYC, 1 hour from the Albany airport, and 25 minutes from Manchester, all while still feeling a world away. There is nothing not to adore about this property.